Vacation rentals in Kissimmee

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Popular amenities for Kissimmee vacation rentals

Stay near Kissimmee's top sights

The Hideaway Club House at Storey Lake5 locals recommend
Kissimmee Lakefront Park171 locals recommend
FantasyWorld Resort7 locals recommend
Silver Spurs Arena9 locals recommend
Walmart Supercenter859 locals recommend
Lake Buena Vista Factory Stores254 locals recommend

Other great vacation rentals in Kissimmee

Guest favorite

Tiny home in Kissimmee

4.94 out of 5 average rating, 31 reviews

Brownie Delight-Tiny Home@Disney

JuanRating, 5 stars1 month ago
I do not where to start. Terre was there every time I asked for anything even the little things. My situation was unique and me and my wife will forever be thankful for everything she did for us. Terre we forever be grateful you are the greatest!!!
Guest favorite

Townhouse in Kissimmee

4.97 out of 5 average rating, 34 reviews

Summer Studio at Kissimmee

SamanthaRating, 5 stars3 weeks ago
Great host. Very understanding. Helpful and kind.
Guest favorite

Rental unit in Kissimmee

5 out of 5 average rating, 6 reviews

1BR w/ Lazy River in Kissimmee!

ForrestRating, 5 stars1 week ago
My stay was great and will definitely come back when I travel to the area again.
Guest favorite

Home in Kissimmee

4.95 out of 5 average rating, 20 reviews

Cozy Home with Pool, 20 mins from attractions!

JuriRating, 5 stars1 week ago
This property was the perfect choice for our family of two adults and two children. It was exceptionally clean, and everything we needed for our four-night stay was readily available. All the facilities were well-equipped, and out of the four accommodations we stayed in during our two-week trip, this was by far the most comfortable. The kitchen was particularly well-stocked, allowing us to prepare meals easily for our two young children. The host was kind and welcoming. If you're considering this place, I highly recommend it!
Guest favorite

Condo in Kissimmee

5 out of 5 average rating, 18 reviews

Sunshine! Swimming Pool! Golf! Close To Disney!

LaurenRating, 5 stars1 week ago
Great place for a quick place to stay! Hunter was very quick with responding & kind.
Guest favorite

Rental unit in Kissimmee

5 out of 5 average rating, 5 reviews

The Family Suite Near Silver Spurs Arena/ Sleeps 4

JimmyRating, 5 stars2 months ago
Check in was a breeze, the room was exactly as described and as the photos depicted, newly renovated with coffee maker, microwave and small (not mini) fridge/freezer. The bed was very comfortable and room clean. Overall this was an outstanding value for my stay.
Guest favorite

Condo in Kissimmee

4.94 out of 5 average rating, 31 reviews

Luxury king bed, steps from pool, near Disney!

EsterRating, 5 stars3 months ago
Sophia was a great host while my husband and I went to Disney world for his birthday. She was very professional. Her communication skills was exceptional. I was able to reach out to her in regards to any questions and concerns and she would respond back very quickly. All of our needs were accommodated. The Airbnb was very nice, clean and aesthetically pleasing. The area was a very nice and quite community. I would recommend booking this Airbnb.
Guest favorite

Condo in Kissimmee

5 out of 5 average rating, 47 reviews

Amazing 2 Bedroom 10 minutes from Disney

AlessandroRating, 5 stars2 months ago
We recently had the pleasure of staying at this place, and we must say, it exceeded all our expectations. The pictures online were spot on, and the place looked exactly as advertised—clean, modern, and perfectly maintained. It's rare to find a location that matches its presentation so perfectly, but this one truly did. A special shout-out to Rafaela, who was absolutely outstanding. From the moment we booked it, she was proactive and incredibly helpful, providing clear and concise information that made our experience smooth and enjoyable. Her dedication to ensuring everything was perfect really stood out, and I couldn't have asked for better service. If you're considering a stay here, we highly recommend it. With its impeccable presentation and the exceptional service from staff like Rafaela, you're in for a great experience!

Quick stats about vacation rentals in Kissimmee

  • Total rentals

    7.3K properties

  • Total number of reviews

    230K reviews

  • Family-friendly rentals

    6.2K properties are a good fit for families

  • Pet-friendly rentals

    1.1K properties allow pets

  • Rentals with a pool

    6.6K properties have a pool

  • Rentals with dedicated workspaces

    4K properties have a dedicated workspace

Frequently Asked Questions

  • How is the weather in Kissimmee?

    Kissimmee boasts a tropical climate, with hot, humid summers reaching 90°F (32°C) and milder winters averaging around 60°F (15°C). Rainfall is more frequent in the summer, while winter tends to be drier.

  • What are some of the best things to do in Kissimmee?

    Popular activities in Kissimmee include exploring the Old Town, a recreated Florida town full of shops and restaurants, taking a thrilling airboat tour on Lake Tohopekaliga, or enjoying a round of golf at one of the city's many golf courses.

  • What is the best time of year to visit Kissimmee?

    The most popular time to visit Kissimmee is in the summer, particularly between March and August. During this period, the city hosts local events such as the Kissimmee Sunshine Regional Chili Cook-Off and the Silver Spurs Rodeo.

  • What are the best places to stay in Kissimmee?

    Celebrate, a family-friendly community, is often recommended for its proximity to theme parks. Downtown Kissimmee is popular for its vibrant nightlife and historic landmarks. West Kissimmee, located close to a number of natural attractions, is also frequently suggested.

  • What are the best places to visit in Kissimmee?

    Popular places to visit in Kissimmee include the Kissimmee Lakefront Park, the Osceola County Historical Society Pioneer Village, and Gatorland, a wildlife preserve and theme park.

  • What are some hiking trails in Kissimmee?

    Kissimmee has a variety of hiking trails such as the Shingle Creek Regional Trail for scenic views of natural Florida or the Disney Wilderness Preserve which is home to numerous species of plants and animals.

  • What are some family activities to do in Kissimmee?

    Families in Kissimmee can explore numerous attractions including the interactive exhibits at the Museum of Military History, a fun-filled day at Fun Spot America amusement park, or a chance to spot native Florida wildlife at the Wildlife Refuge.

  • What are some of the best day trip ideas in Kissimmee?

    Popular day trips from Kissimmee often include a visit to Orlando, just 17 miles (27 km) away, to experience its world-renowned theme parks. Alternatively, the beautiful beaches of Clearwater are just 90 miles (145 km) away.

  • What types of vacation rentals are available in Kissimmee?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Kissimmee. From over 3,450 house rentals, over 790 villa rentals to over 470 apartment rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • Are there vacation rentals with a dedicated workspace in Kissimmee?

    Yes! Work meets play with ease at over 3,990 vacation rentals in Kissimmee featuring dedicated workspaces. Stay connected and productive in your home away from home.

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Osceola County
  5. Kissimmee